Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | HCID 13532751 | HCID 13532751 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 13532752 | HCID 13532752 | 52% |
Reaction Steps
To a mixture of 1,2-bis(4-hydroxymethyl-3,5-dioxopiperazin-1-yl)ethane (0.94 g, 3.0 m mol) and pyridine (25 ml), pivaloyl chloride (0.78 g, 6.5 m mol) dissolved in pyridine (5 ml) was added gradually at 0° C., and then the mixture was stirred for 18 hours at room temperature. The solvent was removed from the reaction mixture under reduced pressure, and the residue was extracted with ethyl acetate (200 ml). The extract solution was washed with a saturated sodium bicarbonate aqueous solution and successively with water and was dried over magnesium sulfate. The residue obtained by removing the solvent from the extract under reduced pressure was purified by silica gel column chromatography (ethyl acetate, Rf value=0.8) to give the titled compound (0.75 g; yield 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04650799 |
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| Source dataset | uspto-grants-1987_03 |
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| ORD ID | ord-04211796c9ed4d3ea6b85133609a8344 |
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| Source note | uspto-grants-1987_03 |
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